Natural Product: NPC25724

Natural Product ID:  NPC25724
Common Name:   Pedunculosumoside C
IUPAC Name:   7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-3-(hydroxymethyl)chromen-4-one
Synonyms:   Pedunculosumoside C
Molecular Formula:   C33H40O17
Standard InCHIKey:  ZDGISMQFYIDRSP-KZGGGLRYSA-N
Standard InCHI:  InChI=1S/C33H40O17/c1-12(2)3-4-13-5-14(6-18(38)23(13)39)30-16(9-34)24(40)22-17(37)7-15(8-19(22)47-30)46-33-31(28(44)26(42)21(11-36)49-33)50-32-29(45)27(43)25(41)20(10-35)48-32/h3,5-8,20-21,25-29,31-39,41-45H,4,9-11H2,1-2H3/t20-,21-,25-,26-,27+,28+,29-,31-,32+,33-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(c(c3=O)CO)c2cc(O)c(c(c2)CC=C(C)C)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO31176 Ophioglossum pedunculosum Species Ophioglossaceae Eukaryota Whole Plants PMID[21401115]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 = 70500 nM 21401115
NPT2 Others Unspecified CC50 > 100000 nM 21401115

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC25724 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9877 High Similarity NPC255799
0.9755 High Similarity NPC208668
0.9753 High Similarity NPC150767
0.9753 High Similarity NPC78734
0.9753 High Similarity NPC218488
0.9693 High Similarity NPC256760
0.963 High Similarity NPC477502
0.9576 High Similarity NPC294629
0.9576 High Similarity NPC198199
0.9573 High Similarity NPC180918
0.9571 High Similarity NPC105283
0.9571 High Similarity NPC195257
0.9571 High Similarity NPC227508
0.9571 High Similarity NPC86008
0.9571 High Similarity NPC209296
0.9571 High Similarity NPC43587
0.9568 High Similarity NPC8856
0.9568 High Similarity NPC210073
0.9568 High Similarity NPC115674
0.9518 High Similarity NPC292019
0.9518 High Similarity NPC202908
0.9518 High Similarity NPC122467
0.9518 High Similarity NPC14187
0.9512 High Similarity NPC79056
0.9512 High Similarity NPC105095
0.9512 High Similarity NPC51326
0.9512 High Similarity NPC44328
0.9512 High Similarity NPC67105
0.9512 High Similarity NPC177731
0.9512 High Similarity NPC231194
0.9509 High Similarity NPC275454
0.9506 High Similarity NPC15358
0.9503 High Similarity NPC473043
0.9471 High Similarity NPC64755
0.9467 High Similarity NPC148710
0.9461 High Similarity NPC89052
0.9461 High Similarity NPC120952
0.9461 High Similarity NPC251417
0.9458 High Similarity NPC473327
0.9458 High Similarity NPC220173
0.9458 High Similarity NPC294815
0.9458 High Similarity NPC19108
0.9458 High Similarity NPC476472
0.9458 High Similarity NPC16194
0.9455 High Similarity NPC471725
0.9455 High Similarity NPC155877
0.9455 High Similarity NPC134532
0.9455 High Similarity NPC203259
0.9455 High Similarity NPC33054
0.9455 High Similarity NPC471748
0.9455 High Similarity NPC176740
0.9451 High Similarity NPC293629
0.9448 High Similarity NPC236934
0.9448 High Similarity NPC5778
0.9444 High Similarity NPC124155
0.9444 High Similarity NPC222936
0.9444 High Similarity NPC284960
0.9444 High Similarity NPC29830
0.9444 High Similarity NPC19709
0.9444 High Similarity NPC257566
0.9408 High Similarity NPC132111
0.9405 High Similarity NPC192539
0.9401 High Similarity NPC89127
0.9401 High Similarity NPC471669
0.9401 High Similarity NPC219043
0.9401 High Similarity NPC473862
0.9401 High Similarity NPC48984
0.9398 High Similarity NPC204693
0.9394 High Similarity NPC67326
0.9394 High Similarity NPC156869
0.9394 High Similarity NPC285197
0.9394 High Similarity NPC259896
0.9394 High Similarity NPC95866
0.9394 High Similarity NPC29958
0.9394 High Similarity NPC255157
0.9394 High Similarity NPC254855
0.9394 High Similarity NPC136042
0.939 High Similarity NPC229729
0.9387 High Similarity NPC475366
0.9387 High Similarity NPC475497
0.9387 High Similarity NPC22832
0.9387 High Similarity NPC284277
0.9387 High Similarity NPC311830
0.9383 High Similarity NPC77660
0.9383 High Similarity NPC189142
0.9383 High Similarity NPC300537
0.9383 High Similarity NPC44947
0.9383 High Similarity NPC127782
0.9353 High Similarity NPC49690
0.9353 High Similarity NPC318119
0.9345 High Similarity NPC241196
0.9345 High Similarity NPC173837
0.9341 High Similarity NPC142996
0.9341 High Similarity NPC102028
0.9337 High Similarity NPC301683
0.9337 High Similarity NPC3583
0.9337 High Similarity NPC26230
0.9337 High Similarity NPC60735
0.9337 High Similarity NPC259152
0.9337 High Similarity NPC261254
0.9333 High Similarity NPC5319
0.9333 High Similarity NPC52382
0.9333 High Similarity NPC229687
0.9333 High Similarity NPC270578
0.9329 High Similarity NPC73855
0.9329 High Similarity NPC328940
0.9329 High Similarity NPC135599
0.9329 High Similarity NPC113968
0.9329 High Similarity NPC277174
0.9325 High Similarity NPC88023
0.9325 High Similarity NPC191306
0.9325 High Similarity NPC270335
0.9325 High Similarity NPC309025
0.9325 High Similarity NPC168822
0.9325 High Similarity NPC243930
0.9321 High Similarity NPC47923
0.9294 High Similarity NPC321916
0.9294 High Similarity NPC162394
0.9294 High Similarity NPC241781
0.9294 High Similarity NPC156785
0.929 High Similarity NPC470444
0.929 High Similarity NPC473571
0.929 High Similarity NPC470443
0.929 High Similarity NPC473682
0.929 High Similarity NPC110941
0.929 High Similarity NPC126784
0.929 High Similarity NPC241423
0.9286 High Similarity NPC65563
0.9286 High Similarity NPC169733
0.9286 High Similarity NPC470949
0.9281 High Similarity NPC236191
0.9281 High Similarity NPC213052
0.9281 High Similarity NPC51774
0.9281 High Similarity NPC239549
0.9277 High Similarity NPC22195
0.9277 High Similarity NPC224462
0.9277 High Similarity NPC52353
0.9277 High Similarity NPC21190
0.9277 High Similarity NPC183357
0.9273 High Similarity NPC325555
0.9273 High Similarity NPC265530
0.9273 High Similarity NPC223424
0.9273 High Similarity NPC317489
0.9273 High Similarity NPC127546
0.9273 High Similarity NPC52550
0.9273 High Similarity NPC160156
0.9273 High Similarity NPC45400
0.9273 High Similarity NPC92565
0.9273 High Similarity NPC226304
0.9273 High Similarity NPC84362
0.9273 High Similarity NPC173637
0.9268 High Similarity NPC19388
0.9268 High Similarity NPC55786
0.9268 High Similarity NPC277205
0.9268 High Similarity NPC240431
0.9264 High Similarity NPC475382
0.9264 High Similarity NPC190450
0.9259 High Similarity NPC110349
0.924 High Similarity NPC21359
0.924 High Similarity NPC275977
0.924 High Similarity NPC223860
0.924 High Similarity NPC470455
0.924 High Similarity NPC470713
0.924 High Similarity NPC25946
0.924 High Similarity NPC460984
0.924 High Similarity NPC470717
0.924 High Similarity NPC470451
0.924 High Similarity NPC470720
0.924 High Similarity NPC249560
0.9235 High Similarity NPC469371
0.9231 High Similarity NPC475261
0.9231 High Similarity NPC168584
0.9226 High Similarity NPC108202
0.9226 High Similarity NPC253685
0.9226 High Similarity NPC472607
0.9222 High Similarity NPC288152
0.9222 High Similarity NPC267254
0.9222 High Similarity NPC47140
0.9222 High Similarity NPC9002
0.9222 High Similarity NPC307518
0.9222 High Similarity NPC235575
0.9222 High Similarity NPC475155
0.9222 High Similarity NPC156977
0.9222 High Similarity NPC67134
0.9222 High Similarity NPC257011
0.9222 High Similarity NPC137871
0.9222 High Similarity NPC205076
0.9222 High Similarity NPC48773
0.9217 High Similarity NPC186807
0.9217 High Similarity NPC225434
0.9217 High Similarity NPC210042
0.9217 High Similarity NPC45638
0.9217 High Similarity NPC469931
0.9217 High Similarity NPC93337
0.9217 High Similarity NPC475942
0.9217 High Similarity NPC201292
0.9217 High Similarity NPC477165
0.9217 High Similarity NPC105025
0.9217 High Similarity NPC472381
0.9217 High Similarity NPC58053

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC25724 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9632 High Similarity NPD7472 Approved
0.9571 High Similarity NPD7054 Approved
0.9515 High Similarity NPD7251 Discontinued
0.9512 High Similarity NPD7074 Phase 3
0.9458 High Similarity NPD7808 Phase 3
0.9455 High Similarity NPD6797 Phase 2
0.9333 High Similarity NPD7804 Clinical (unspecified phase)
0.9042 High Similarity NPD3818 Discontinued
0.9018 High Similarity NPD4381 Clinical (unspecified phase)
0.8951 High Similarity NPD2393 Clinical (unspecified phase)
0.8922 High Similarity NPD6168 Clinical (unspecified phase)
0.8922 High Similarity NPD6167 Clinical (unspecified phase)
0.8922 High Similarity NPD6166 Phase 2
0.8889 High Similarity NPD4338 Clinical (unspecified phase)
0.8773 High Similarity NPD1934 Approved
0.865 High Similarity NPD4380 Phase 2
0.8555 High Similarity NPD7993 Clinical (unspecified phase)
0.8506 High Similarity NPD6559 Discontinued
0.8503 High Similarity NPD4868 Clinical (unspecified phase)
0.8494 Intermediate Similarity NPD2801 Approved
0.8452 Intermediate Similarity NPD7075 Discontinued
0.8395 Intermediate Similarity NPD1511 Approved
0.8333 Intermediate Similarity NPD3817 Phase 2
0.8333 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8305 Intermediate Similarity NPD8312 Approved
0.8305 Intermediate Similarity NPD8313 Approved
0.8304 Intermediate Similarity NPD6959 Discontinued
0.8293 Intermediate Similarity NPD1512 Approved
0.8274 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8274 Intermediate Similarity NPD7819 Suspended
0.8246 Intermediate Similarity NPD5494 Approved
0.8232 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD6801 Discontinued
0.8187 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD3882 Suspended
0.8171 Intermediate Similarity NPD7228 Approved
0.8115 Intermediate Similarity NPD8151 Discontinued
0.8059 Intermediate Similarity NPD8455 Phase 2
0.8047 Intermediate Similarity NPD7411 Suspended
0.8025 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD5844 Phase 1
0.8012 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD7473 Discontinued
0.7978 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD1549 Phase 2
0.7955 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD1465 Phase 2
0.7943 Intermediate Similarity NPD6232 Discontinued
0.7907 Intermediate Similarity NPD5402 Approved
0.7889 Intermediate Similarity NPD7685 Pre-registration
0.787 Intermediate Similarity NPD1653 Approved
0.7853 Intermediate Similarity NPD2796 Approved
0.7824 Intermediate Similarity NPD7584 Approved
0.7811 Intermediate Similarity NPD5403 Approved
0.7791 Intermediate Similarity NPD1510 Phase 2
0.779 Intermediate Similarity NPD7240 Approved
0.7771 Intermediate Similarity NPD6234 Discontinued
0.776 Intermediate Similarity NPD7696 Phase 3
0.776 Intermediate Similarity NPD7697 Approved
0.776 Intermediate Similarity NPD7698 Approved
0.7759 Intermediate Similarity NPD7768 Phase 2
0.7755 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD7783 Phase 2
0.7738 Intermediate Similarity NPD6799 Approved
0.7717 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD7266 Discontinued
0.7696 Intermediate Similarity NPD6782 Approved
0.7696 Intermediate Similarity NPD6779 Approved
0.7696 Intermediate Similarity NPD6780 Approved
0.7696 Intermediate Similarity NPD6776 Approved
0.7696 Intermediate Similarity NPD6778 Approved
0.7696 Intermediate Similarity NPD6777 Approved
0.7696 Intermediate Similarity NPD6781 Approved
0.7692 Intermediate Similarity NPD7701 Phase 2
0.7692 Intermediate Similarity NPD5401 Approved
0.7688 Intermediate Similarity NPD37 Approved
0.7684 Intermediate Similarity NPD7199 Phase 2
0.7668 Intermediate Similarity NPD7435 Discontinued
0.7667 Intermediate Similarity NPD3751 Discontinued
0.7657 Intermediate Similarity NPD4967 Phase 2
0.7657 Intermediate Similarity NPD4965 Approved
0.7657 Intermediate Similarity NPD4966 Approved
0.7654 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD1613 Approved
0.764 Intermediate Similarity NPD3787 Discontinued
0.7629 Intermediate Similarity NPD7871 Phase 2
0.7629 Intermediate Similarity NPD7870 Phase 2
0.7592 Intermediate Similarity NPD7700 Phase 2
0.7592 Intermediate Similarity NPD7699 Phase 2
0.7572 Intermediate Similarity NPD6599 Discontinued
0.7571 Intermediate Similarity NPD919 Approved
0.7546 Intermediate Similarity NPD1240 Approved
0.7545 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7539 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD6823 Phase 2
0.7525 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD7874 Approved
0.75 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD7801 Approved
0.7486 Intermediate Similarity NPD1247 Approved
0.7485 Intermediate Similarity NPD2532 Approved
0.7485 Intermediate Similarity NPD2533 Approved
0.7485 Intermediate Similarity NPD2534 Approved
0.7456 Intermediate Similarity NPD3750 Approved
0.7456 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD1607 Approved
0.7453 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD8320 Phase 1
0.7449 Intermediate Similarity NPD8319 Approved
0.7439 Intermediate Similarity NPD943 Approved
0.7435 Intermediate Similarity NPD6534 Approved
0.7435 Intermediate Similarity NPD6535 Approved
0.7427 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD2935 Discontinued
0.7424 Intermediate Similarity NPD7585 Approved
0.7414 Intermediate Similarity NPD7458 Discontinued
0.7407 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6674 Discontinued
0.7396 Intermediate Similarity NPD2800 Approved
0.7396 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD230 Phase 1
0.7394 Intermediate Similarity NPD8150 Discontinued
0.7374 Intermediate Similarity NPD7583 Approved
0.7371 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD3027 Phase 3
0.7353 Intermediate Similarity NPD4628 Phase 3
0.7349 Intermediate Similarity NPD6651 Approved
0.7333 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7390 Discontinued
0.7318 Intermediate Similarity NPD3749 Approved
0.7317 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7680 Approved
0.7308 Intermediate Similarity NPD3926 Phase 2
0.7302 Intermediate Similarity NPD8434 Phase 2
0.7299 Intermediate Similarity NPD920 Approved
0.7294 Intermediate Similarity NPD1243 Approved
0.7289 Intermediate Similarity NPD1933 Approved
0.7273 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD5953 Discontinued
0.7254 Intermediate Similarity NPD4363 Phase 3
0.7254 Intermediate Similarity NPD4360 Phase 2
0.7243 Intermediate Similarity NPD7286 Phase 2
0.7219 Intermediate Similarity NPD1551 Phase 2
0.7219 Intermediate Similarity NPD6099 Approved
0.7219 Intermediate Similarity NPD6100 Approved
0.7216 Intermediate Similarity NPD3226 Approved
0.7209 Intermediate Similarity NPD6190 Approved
0.7202 Intermediate Similarity NPD6213 Phase 3
0.7202 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD6212 Phase 3
0.7184 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3748 Approved
0.7151 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD7930 Approved
0.7108 Intermediate Similarity NPD2313 Discontinued
0.7108 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD447 Suspended
0.7083 Intermediate Similarity NPD5124 Phase 1
0.7076 Intermediate Similarity NPD2346 Discontinued
0.7065 Intermediate Similarity NPD5710 Approved
0.7065 Intermediate Similarity NPD5711 Approved
0.7059 Intermediate Similarity NPD7033 Discontinued
0.7059 Intermediate Similarity NPD2799 Discontinued
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD8127 Discontinued
0.7 Intermediate Similarity NPD6844 Discontinued
0.6995 Remote Similarity NPD8059 Phase 3
0.6995 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6989 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6832 Phase 2
0.6988 Remote Similarity NPD4908 Phase 1
0.6975 Remote Similarity NPD1091 Approved
0.697 Remote Similarity NPD2798 Approved
0.6959 Remote Similarity NPD651 Clinical (unspecified phase)
0.6934 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6927 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5353 Approved
0.6907 Remote Similarity NPD6842 Approved
0.6907 Remote Similarity NPD6841 Approved
0.6907 Remote Similarity NPD6843 Phase 3
0.6901 Remote Similarity NPD7097 Phase 1
0.6897 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6897 Remote Similarity NPD1652 Phase 2
0.6882 Remote Similarity NPD7229 Phase 3
0.6879 Remote Similarity NPD2344 Approved
0.6871 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6869 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6869 Remote Similarity NPD4361 Phase 2
0.6857 Remote Similarity NPD8166 Discontinued
0.685 Remote Similarity NPD8285 Discontinued
0.6839 Remote Similarity NPD2424 Discontinued

Structure

External Identifiers

PubChem CID   52951629
ChEMBL   CHEMBL1773497
ZINC  

Physicochemical Properties

Molecular Weight:  708.23
ALogP:  -4.4988
MLogP:  3.22
XLogP:  -0.569
# Rotatable Bonds:  23
Polar Surface Area:  285.75
# H-Bond Aceptor:  12
# H-Bond Donor:  11
# Rings:  5
# Heavy Atoms:  50

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs